Skip to main content
SpringerLink
Log in

Synthesis of 1-aroylmethyl-and 1-aryloxymethyl-3,4-dihydroisoquinolines and their effects on blood clotting

  • The Search for New Therapeutic Agents
  • Published:
Pharmaceutical Chemistry Journal Aims and scope

Abstract

Acylation of a number of tertiary enamines with aroylchlorides was used to synthesize 1-aroylmethyl-3,4-dihydroisoquinolines. Reaction of 1-chloromethyl-3,3-dimethyl-3,4-dihydroisoquinoline with phenols with interphase catalysis was also used to make 1-aryloxymethyl-3,4-dihydroisoquinoline derivatives. 1-Aroylmethylisoquinolines characteristically had a hemostatic effect, while 1-aryloxymethyl-3,4-dihydroisoquinolines had an anticoagulant effect. The most active compound increased blood clotting by 17.7%.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

References

  1. V. F. Kremleva, A. Ya. Ivleva, Farmakol. Toksikol., 37(2), 232–235 (1989).

    Google Scholar 

  2. M. Yu. Dormidontov, B. Ya. Syropyatov, R. Z. Dautova, et al., Khim.-Farm. Zh., 24(12), 22–24 (1990).

    CAS  Google Scholar 

  3. Ger. Offen. 4220312 (1994); R. Zh Khimiya, 1995, 8062P (1995).

  4. A. G. Mikhailovskii, B. Ya. Syropyatov, V. S. Shklyaev, et al., Khim.-Farm. Zh., 32(8), 21–22 (1998).

    CAS  Google Scholar 

  5. A. G. Mikhailovskii, B. Ya. Syropyatov, A. V. Dolzhenko, and M. I. Vakhrin, Nitrogen-containing Heterocycles and Alkaloids, Iridium-Press, Moscow (2001), Vol. 1, pp. 393–397.

    Google Scholar 

  6. V. S. Shklyaev, B. B. Aleksandrov, M. S. Gavrilov, et al., Khim. Geterotsikl. Soed., 7, 939–942 (1988).

    Google Scholar 

  7. A. G. Mikhailovskii, A. V. Dolzhenko, B. Ya. Syropyatov, et al., Khim.-Farm. Zh., 36(6), 8–10 (2002).

    Google Scholar 

  8. A. G. Mikhailovskii, M. I. Vakhrin, Khim. Geterotsikl. Soed., 2, 227–231 (2002).

    Google Scholar 

  9. B. I. Ionin, B. A. Ershov, A. I. Kol'tsov, NMR Spectroscopy in Organic Chemistry [in Russian], Khimiya, Leningrad (1983).

    Google Scholar 

  10. V. P. Feshin, V. S. Shklyaev, I. L. Misyura, et al., Zh. Obshch. Khim., 66(8), 1368–1371 (1996).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Perm State Pharmaceutical Academy, Perm, Russia

    A. G. Mikhailovksii, N. N. Polygalova, E. S. Limanskii, N. G. Ismailova, B. Ya. Syropyatov & M. I. Vakhrin

Authors
  1. A. G. Mikhailovksii
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. N. Polygalova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. S. Limanskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. G. Ismailova
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. B. Ya. Syropyatov
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. M. I. Vakhrin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

__________

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 42, No. 2, pp. 18–20, February, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mikhailovksii, A.G., Polygalova, N.N., Limanskii, E.S. et al. Synthesis of 1-aroylmethyl-and 1-aryloxymethyl-3,4-dihydroisoquinolines and their effects on blood clotting. Pharm Chem J 42, 68–71 (2008). https://doi.org/10.1007/s11094-008-0062-5

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-008-0062-5

Search

Navigation